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Cheap flights from Des Moines to Chicago from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Des Moines to Chicago departing on 4/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Des Moines to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Des Moines to Chicago.
American Airlines Logo
11:54 am - 1:25 pmDSM-ORD
1h 31mnonstop
American Airlines Logo
12:15 pm - 1:41 pmORD-DSM
1h 26mnonstop
$189American Airlines
Find Deal
Fri, Apr 25 - Fri, May 2
American Airlines Logo
5:32 am - 6:54 amDSM-ORD
1h 22mnonstop
American Airlines Logo
10:15 pm - 11:39 pmORD-DSM
1h 24mnonstop
$190American Airlines
Find Deal
Thu, May 8 - Tue, May 13
United Airlines Logo
6:45 pm - 8:21 pmDSM-ORD
1h 36mnonstop
United Airlines Logo
1:08 pm - 2:38 pmORD-DSM
1h 30mnonstop
$191United Airlines
Find Deal
Thu, May 8 - Thu, May 15
Delta Logo
11:59 am - 5:19 pmDSM-MDW
5h 20m1 stop
Delta Logo
3:02 pm - 8:45 pmMDW-DSM
5h 43m1 stop
$209Delta
Find Deal
Sat, May 3 - Tue, May 6
Delta Logo
11:59 am - 5:04 pmDSM-ORD
5h 05m1 stop
Delta Logo
5:05 pm - 8:45 pmORD-DSM
3h 40m1 stop
$209Delta
Find Deal
Sat, May 3 - Tue, May 6
Southwest Logo
6:00 am - 11:55 amDSM-MDW
5h 55m1 stop
Southwest Logo
6:25 am - 11:35 amMDW-DSM
5h 10m1 stop
$214Southwest
Find Deal
Fri, Apr 25 - Tue, Apr 29
Southwest Logo
6:40 am - 4:45 pmDSM-ORD
10h 05m1 stop
Southwest Logo
12:40 pm - 7:55 pmORD-DSM
7h 15m1 stop
$214Southwest
Find Deal
Wed, Apr 23 - Tue, Apr 29
United Airlines Logo
6:47 pm - 8:23 pmDSM-ORD
1h 36mnonstop
United Airlines Logo
9:09 am - 10:44 amORD-DSM
1h 35mnonstop
$238United Airlines
Find Deal
Fri, Apr 25 - Sun, Apr 27
 Logo
6:32 pm - 4:25 pmDSM-ORD
21h 53m1 stop
 Logo
9:08 pm - 9:41 amORD-DSM
12h 33m2 stops
Sun, Jun 8 - Tue, Jun 10
 Logo
1:27 pm - 10:39 pmDSM-ORD
9h 12m1 stop
 Logo
4:35 pm - 8:55 pmORD-DSM
28h 20m2 stops
Thu, May 8 - Thu, May 15

American Airlines flights from Des Moines to Chicago

Our best American Airlines deals on Des Moines to Chicago flight tickets
American Airlines
Apr 25
DSM11:54 amDes Moines
1h 31m
ORD1:25 pmChicago O'Hare Intl
May 2
ORD12:15 pmChicago O'Hare Intl
1h 26m
DSM1:41 pmDes Moines
American Airlines
May 8
DSM5:32 amDes Moines
1h 22m
ORD6:54 amChicago O'Hare Intl
May 13
ORD10:15 pmChicago O'Hare Intl
1h 24m
DSM11:39 pmDes Moines
American Airlines
Apr 17
DSM2:12 pmDes Moines
1h 32m
ORD3:44 pmChicago O'Hare Intl
Apr 21
ORD10:14 pmChicago O'Hare Intl
1h 30m
DSM11:44 pmDes Moines

Delta flights from Des Moines to Chicago

Our best Delta deals on Des Moines to Chicago flight tickets
Delta
May 3
DSM11:59 amDes Moines
5h 05m
1 stop
ORD5:04 pmChicago O'Hare Intl
May 6
ORD5:05 pmChicago O'Hare Intl
3h 40m
1 stop
DSM8:45 pmDes Moines
Delta
Apr 25
DSM4:45 pmDes Moines
4h 00m
1 stop
ORD8:45 pmChicago O'Hare Intl
Apr 29
ORD10:30 amChicago O'Hare Intl
6h 36m
1 stop
DSM5:06 pmDes Moines
Delta
Apr 17
DSM6:30 amDes Moines
6h 09m
1 stop
ORD12:39 pmChicago O'Hare Intl
Apr 21
ORD10:30 amChicago O'Hare Intl
6h 36m
1 stop
DSM5:06 pmDes Moines

See travel insights to Chicago from

How to get the cheapest flight ticket from Des Moines to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Des Moines and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Des Moines, with most prices found around $231. If you’re not able to fly to Chicago in February, then November is your next best option. Flight prices from Des Moines to Chicago during November average around $249.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $579. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Des Moines to Chicago for around $877.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Des Moines to Chicago during this time can be as low as $571. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,196.

What is the cheapest Des Moines to Chicago flight route?

Fly from Des Moines to Chicago O'Hare Intl for the best Des Moines - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Des Moines when booking 25 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $291 when searching 25 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Des Moines for as low as $202 on momondo.

What cabin class options are available on Des Moines to Chicago flights?

There are 4 cabin classes available to choose from on Des Moines to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Des Moines to Chicago flight prices changed over time?

As of April 2025, prices for Des Moines to Chicago flights are approximately 14% cheaper when compared to flights at the same time last year.

When to book flights from Des Moines to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Des Moines to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Des Moines to Chicago (DSM to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Des Moines to Chicago

Best Price Found

$89

Fastest flight time

1h 22m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Des Moines in the past 72 hours is $89. The best round-trip flight deal from Des Moines to Chicago found on momondo in the last 72 hours is $189.
The fastest flight from Des Moines to Chicago takes 1h 22m
Direct flights go from Des Moines to Chicago every day.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

  • How far is Des Moines to Chicago by plane?

    Chicago is 309.8 mi away from Des Moines. By plane, this route typically takes 1h 22m.

  • When did momondo last update prices for flights from Des Moines Airport to Chicago?

    Prices for flights from Des Moines Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Des Moines Airport to Chicago?

  • How old do you have to be to fly from Des Moines Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Des Moines Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Des Moines to Chicago?

  • What is the most popular airline from Des Moines to Chicago?


Best airlines flying from Des Moines to Chicago

Compare and see reviews for airlines that fly from Des Moines to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $186Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $189Free CancellationRating
7.4
8,616 reviews
Search United Airlines flights
  • United Airlines Flights From Des Moines to Chicago

    United Airlines operates around 20 flights from Des Moines to Chicago every week. The average price of these flights found in the last 72 hours has been $293, but momondo users have found United Airlines deals from Des Moines to Chicago from as low as $189 round-trip. United Airlines has been scored 7.4/10 in 8,616 reviews.

  • American Airlines Flights From Des Moines to Chicago

    The best American Airlines deal for Des Moines to Chicago flight tickets found on momondo in the last 72 hours was $186, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $289 round-trip. American Airlines operates 11 flights out of Des Moines into Chicago in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Des Moines to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Des Moines.

Can I find flights from Des Moines to Chicago with flexible booking policies on momondo?

All flight searches from Des Moines to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Des Moines to Chicago?

Once all potential Des Moines to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Des Moines to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Des Moines are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago